Synthesis and properties of pentacoordinated phospha derivatives of iso-leucinol - A rare example of using of hydrophosphoranes as ligands in asymmetric catalysis
Gavrilov, KN; Polosukhin, AI; Bondarev, OG; Lyubimov, SE; Lyssenko, KA; Petrovskii, PV; Davankov, VA
| HERO ID | 4936267 |
|---|---|
| In Press | No |
| Year | 2003 |
| Title | Synthesis and properties of pentacoordinated phospha derivatives of iso-leucinol - A rare example of using of hydrophosphoranes as ligands in asymmetric catalysis |
| Authors | Gavrilov, KN; Polosukhin, AI; Bondarev, OG; Lyubimov, SE; Lyssenko, KA; Petrovskii, PV; Davankov, VA |
| Journal | Journal of Molecular Catalysis A: Chemical |
| Volume | 196 |
| Issue | 1-2 |
| Page Numbers | 39-53 |
| Abstract | New bicyclic (1) and tricyclic (2a) hydrophosphoranes have been synthesized from iso-leucinol. Complexation of bicyclic hydrophosphorane 1 with [PdCl2(COD)], [PdCl2(RCN)(2)] and [Pd(allyl)Cl](2) has been found to give chelate products [PdCl2(L)] and [Pd(allyl)(L)]Cl-+(-) containing an "open" form of the phosphorane. Tricyclic hydrophosphorane 2a, as well as its homologue 2b, forms metal complexes with P-monodentate binding of a hydrophosphorane, phosphoranide or "open" form of the ligand. Up to 74% ee has been achieved in the Pd-catalyzed alkylation of 1,3-diphenylallyl acetate with dimethyl malonate using 1 and 2a and 2b as chiral ligands. (C) 2002 Elsevier Science B.V. All rights reserved. |
| Doi | 10.1016/S1381-1169(02)00633-7 |
| Wosid | WOS:000182059300006 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Keyword | hydrophosphoranes; palladium complexes; allylic alkylation |